The stack ranking BS is (allegedly) a thing of the past, and the rain in Seattle is overblown. There are plenty of US cities that get more rain than Seattle.
I won't challenge your opinion about Steve Ballmer, though.
At 37 inches of rain per year, it's not a particularly high volume of rain; it's just spread out over a lot of days. San Francisco is down at 63 rainy days and 20 inches per year, for comparison.
I don't consider that a fair assessment, as a snowy day is a very different thing from a rainy day. Seattle gets maybe a handful of snowy days a year, and never gets punishingly hot/humid like some cities do.
[1] http://www.infoplease.com/ipa/A0762183.html